My awesome friend Christopher also works at Microsoft, but his career and mine have taken different paths since we joined. Here we are together back in 2008, before either one of us worked at Microsoft. He’s the one not wearing a Manowar t-shirt.
Out backgrounds are remarkably similar. We each spent years before joining Microsoft as Microsoft Certified Trainers, with an emphasis on software development rather than systems administration. We each became involved in the MCT community, and in the broader technical community, and to one extent or another this helped us find our first positions at Microsoft.
These days Christopher is working with student developers – I’ve seen him tweeting a lot recently about Django on Twitch, which probably means that he’s still teaching people about software development… or may be watching Quentin Tarantino movies while drinking too much coffee. Honestly, either one is possible.
Anyway… Christopher reached out to me last month and asked if I’d be interested in talking to college students about to graduate about what it’s like being a program manager at Microsoft. I said yes, then I said this:
I’ll let the video speak for itself. I tell my story for the first 15 minutes or so, and around the 14:50 mark I talk with Will Thompson and Tessa Hurr from the Power BI team and ask them to share their experiences as well. But there are a few things that I want to add that didn’t really fit well into the video.
First of all, every team has a need for many types of program managers. I’ve blogged about diversity enough that you probably know how I feel about the value of diverse teams, and this applies to PM teams at Microsoft as well. Since this video is targeted at college students and recent college graduates, I’d like to focus briefly on the career diversity dimension.
What does “career diversity dimension” mean? Looking at most PM teams I see program managers falling into three broad groups:
- New to career – program managers who are starting their careers after college, or after switching from a non-IT discipline.
- Industry hires – program managers who are new to Microsoft, but who have an established career in a related field. This is often someone who has been a consultant, developer or administrator who works hands-on with Microsoft or competitive tools and technologies.
- Veterans – program managers who have been at Microsoft long enough to succeed a few times, fail a few times, and understand what PM success can look like on multiple teams.
Reading this list it may be easy to think that there is a progression of value implied, but this is not the case. A successful team will find ways to get from each group the things that only they can contribute. A PM in one group will be able to see things and do things that a PM in other groups will not, and an experienced team leader will be able to direct each PM to the problems that they are best suited to solve, and can add the most value.
The second thing I wanted to add to the video is that each team is different. I said this in the video, but I want to elaborate here. Each team will have its own culture, and some teams will be a better fit than others for a given PM. I’ve worked on multiple teams where I didn’t think I was contributing effectively, or where I felt that my contributions weren’t valued. At one point this culture mismatch almost led me to leave Microsoft, but with the support of my manager at the time I instead found another team in another org where I could thrive.
And this leads me to the the final point I wanted to add: Microsoft is huge. I’ve been a PM at Microsoft since October 2008, but I’ve had 4 or 5 major career changes since then, with very different responsibilities after each change, requiring very different contributions from me.
When I was interviewing for my first position in 2008, the hiring manager asked me why I wanted to work for Microsoft. I already had a successful career as a data warehousing and ETL consultant, and becoming a Microsoft employee would include a reduction in income, at least in the short term. Why give up what I’d built?
I hadn’t expected this question, and my answer was authentic and unscripted, and I’ve thought a lot about it over the past 11+ years. I told him that I wanted to join Microsoft because Microsoft had bigger and more challenging problems to solve than I would ever see as a consultant, and would never run out of new problems for me to help solve. If I joined Microsoft, I would never be bored.
I wanted to join Microsoft because Microsoft had bigger and more challenging problems to solve than I would ever see as a consultant, and would never run out of new problems for me to help solve. If I joined Microsoft, I would never be bored.
And I was right.
If you’re a PM at Microsoft, please share your thoughts and experiences.
If you’re thinking about becoming a PM at Microsoft, please share your questions.
If you’ve joined Microsoft as a PM after watching this video and reading this blog, please send me an email, because I would love to say hi.
 It’s a good thing he asked when he did. I haven’t had a haircut since late February, and I don’t know when I’ll let anyone point a camera at my head again…
 This was kind of me when I first applied for a position at Microsoft in the 90s, although I already had a few years’ experience. I was not hired.
 This was me in 2008 when I was hired.
 This is me in 2020. I tend to talk about the successes more, but it’s the failures I think about the most, and where I learned the most along the way. Success is awesome, but it’s a lousy teacher.
 Yes, this sucked as much as you could imagine.